Related Experiment Video
Updated: Jul 19, 2026

Developing Photosensitizer-Cobaloxime Hybrids for Solar-Driven H2 Production in Aqueous Aerobic Conditions
Published on: October 5, 2019
Templating photodimerization of stilbazoles with water-soluble calixarenes
Raja Kaliappan1, Lakshmi S Kaanumalle, Arunkumar Natarajan
1Department of Chemistry, University of Miami, Coral Gables, FL 33124, USA.
Abstract:
Water soluble six and eight membered calixarenes template the dimerization of trans-stilbazoles. In the absence of calixarenes at the concentrations employed stilbazoles mainly isomerize to the corresponding cis isomers. Calixarenes help to localize the olefins and orient them in a specific geometry to yield anti-head-tail dimers. Electrostatic interaction between the sulfonate anion and the pyridinium ion of the olefin and hydrophobic interaction between the olefin and the host cavity are believed to be responsible for the observed selectivity. (1)H NMR spectra provide evidence for complexation but do not suggest the exact structure of the host-guest complex.
More Related Videos
Related Concept Videos
Formation of Halohydrin from Alkenes
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Preparation of Diols and Pinacol Rearrangement
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

